Benzoyl chloride → Ethyl (1E)-N-benzoylethanimidate

HRID 573393

反応式

HRID 573393 の反応式
Cl.[C:2](=[NH:7])([O:4][CH2:5][CH3:6])[CH3:3].C(N(CC)CC)C.[C:15](Cl)(=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C1(C)C=CC=CC=1>[CH2:5]([O:4][C:2](=[N:7][C:15](=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[CH3:3])[CH3:6]

参加物

5

反応物 3

HCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 2724290Ethanimidic acid, ethyl ester, hydrochloride (1:1)

生成物 1

HCID 13028604Ethyl (1E)-N-benzoylethanimidate収率 82%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒2 回

実験手順

First, 15.5 g of ethyl acetimidate hydrochloride, 150 mL of toluene, and 31.9 g of triethylamine (Et3N) were put into a 500-mL three-neck flask and the mixture was stirred at room temperature for 10 minutes. With a 50-mL dropping funnel, a mixed solution of 17.7 g of benzoyl chloride and 30 mL of toluene was added dropwise to this mixture, and the mixture was stirred at room temperature for 24 hours. After a predetermined time elapsed, the reaction mixture was suction-filtered, and the solid was washed with toluene. The obtained filtrate was concentrated to give N-(1-ethoxyethylidene)benzamide (a red oily substance, 82% yield). A synthesis scheme of Step 1 is shown in (a-1) below.

後処理

  1. stirringthe mixture was stirred at room temperature for 24 hours
  2. filtrationthe reaction mixture was suction-filtered
  3. washthe solid was washed with toluene
  4. concentrationThe obtained filtrate was concentrated

出典と根拠

ORDレコード
ord-56200a2194f3426880f43839ae00b65b
出典データセット
uspto-grants-2015_05
特許番号
US09029558B2

関連ノート

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